Department of Applied Chemistry, University of South Bohemia , Branišovská 31, 370 05 České Budějovice, Czech Republic.
Department of Food Analysis and Nutrition, Institute of Chemical Technology , Technická 5, 166 28 Prague 6, Czech Republic.
J Agric Food Chem. 2015 Nov 25;63(46):10192-9. doi: 10.1021/acs.jafc.5b04564. Epub 2015 Nov 12.
Structures and formation pathways of compounds responsible for pink discoloration of onion and leek were studied. A procedure was developed for the isolation and purification of the color compounds from various model systems and their identification by HPLC-DAD-MS/MS. In total, structures of 15 major color compounds were tentatively determined. It was found that the pigment is a complex mixture of highly conjugated species composed of two N-substituted 3,4-dimethylpyrrole-derived rings linked by either a methine or a propenylidine bridge. These two-ring units are further modified by various C1- and C3-side chains. Experiments with isotope-labeled thiosulfinates revealed that the methine bridge and C1-side chains originate from the methyl group of methiin, whereas the C3 units are derived from the propenyl group of isoalliin.
研究了导致洋葱和韭菜粉红色变色的化合物的结构和形成途径。开发了一种从各种模型系统中分离和纯化颜色化合物并通过 HPLC-DAD-MS/MS 鉴定的方法。总共暂定确定了 15 种主要颜色化合物的结构。结果发现,该色素是由两个 N-取代的 3,4-二甲基吡咯衍生环通过亚甲基或丙烯基桥连接而成的高度共轭物种的复杂混合物。这两个环单元进一步通过各种 C1-和 C3-侧链进行修饰。用同位素标记的亚硫酸氢盐进行的实验表明,亚甲基桥和 C1-侧链源自 methiin 的甲基,而 C3 单元则源自异蒜氨酸的丙烯基。